Benefits Specialist
Flexjet
Cleveland, OH · Posted September 14, 2026
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Where Cleveland, OH ranks
Where Cleveland, OH placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #6Cities with the most jobs that do not need a four-year degree in the Midwest115 jobs · of 51
- #6Cities with the most jobs that do not need a four-year degree in the Great Lakes115 jobs · of 36
- #7Best cities for software and engineering jobs in the Great Lakes164 openings · of 48
- #7Best all-round cities for new graduates in the Great Lakes50 / 100 · of 16
- #7Cities hosting the most business conferences in the Great Lakes8 conferences · of 9
- #8Best cities for software and engineering jobs in the Midwest164 openings · of 59
Rankings about human resources jobs
- Best cities for HR jobs #1 New York (994 openings)
- Best cities for HR pay after cost of living #1 San Mateo ($158k)
- Most requested AI skills in HR jobs #1 AI tools in daily work (5.7%)
- Employers with the most HR jobs #1 Amazon (291 roles)
Human Resources jobs · Top Human Resources employers · All rankings
Pay compared with the market
This listing does not state pay. Across 62 open benefits specialist listings that state pay, the middle half runs $61,500 to $81,500 and the median is $70,000.
Listed pay is what employers advertise, not what people are paid.
How AI is used in this kind of work
AI use among compensation, benefits, and job analysis specialists is little observed so far. Measured exposure for compensation, benefits, and job analysis specialists: 6% (little observed).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
Skills this job asks for
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About the job
Join a global leader in private aviation, offering access to an ultramodern fleet of private aircraft through fractional ownership, leasing and jet cards. Together, our employees in North America and Europe work to provide Flexjet aircraft Owners with the finest experience in premium private jet travel.
Role of a Benefits Specialist
A Benefits Specialist is responsible for managing and administering an organization’s employee benefits programs. They act as a liaison between the company, employees, and benefits vendors, ensuring employees understand their benefits options and that the organization complies with legal and regulatory requirements.
Key Duties and Responsibilities
1. Benefits Administration
Manage day-to-day operations of employee benefits programs, including health, dental, vision, retirement plans, life insurance, be able to answer simple leave related questions
Assist in coordinating annual open enrollment processes, including employee communication, system updates, and vendor collaboration.
Process enrollments, changes, and terminations in benefit plans accurately and on time.
Monitor benefits eligibility, ensuring compliance with policies and regulations.
2. Employee Communication and Support
Educate employees about their benefits options and assist them in making informed decisions.
Address employee inquiries regarding claims, coverage, and eligibility.
Conduct benefit presentations during new hire indoc and answer benefit related questions.
3. Vendor and Stakeholder Coordination
Serve as the primary point of contact for benefits vendors, resolving issues related to coverage, claims, and file feeds.
Work closely with, payroll, to ensure accurate processing of benefits on paychecks
4. Compliance and Reporting
Ensure compliance with applicable laws and regulations, such as COBRA, HIPAA, and the Affordable Care Act (ACA).
Audit benefits enrollment data to ensure accuracy and compliance with company policies.
Skills and Qualifications
Experience administering employee benefit plans.
Strong knowledge of benefits administration systems and tools (e.g., UKG)
Excellent communication and interpersonal skills for engaging with employees and vendors.
Analytical skills for managing data, resolving discrepancies, and evaluating program performance.
Familiarity with relevant laws and regulations.
Organizational skills to manage deadlines, especially during open enrollment and other peak periods.
Impact of the Role
A Benefits Specialist plays a crucial role in ensuring employees feel supported and valued through well-managed benefits programs. Their work directly influences employee satisfaction, retention, and overall organizational compliance.
Flexjet is an equal-opportunity employer. We aim to choose individuals who have the highest integrity; those who personify genuine concern for customers and fellow employees alike. More than anything, we look for individuals who grasp the importance of trust in an employer/employee relationship.